Hydrogen Bonding

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Shannon Moore 2L
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Joined: Wed Feb 26, 2020 12:17 am

Hydrogen Bonding

Postby Shannon Moore 2L » Sat Dec 12, 2020 3:23 pm

How do you find the number of sites on a molecule that are capable of hydrogen bonding?
I was looking at this question from the zoom review if it helps to understand the context.

The DNA double helix structure was determined in 1953 and found
to involve intermolecular H-bonding between DNA bases present within
the helix.
Below are two DNA-bases: Adenine (A) and Thymine (T)
For each base give the maximum number of possible H-bonding sites
with water molecules. (Lone pairs are not included in the structures.)

How do both of these molecules have 8 sites for hydrogen bonding?

Thomas Vu 1A
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Re: Hydrogen Bonding

Postby Thomas Vu 1A » Sat Dec 12, 2020 3:59 pm

I would just remember that any molecules that contain a NOF with a lone electron pair can act as a H-bond site. Also, any H in a polar covalent bond is also available for H-bonding. Those are the main rules basically

luludaly2B
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Re: Hydrogen Bonding

Postby luludaly2B » Sat Dec 12, 2020 5:45 pm

I had the same question. I keep counting 7 for both. Here is an image:
Screen Shot 2020-12-12 at 5.38.34 PM.png

For A, there are 5 nitrogens each with one lone pair, and 2 carbons that can accept an H.
For G, there are 2 nitrogens, 2 oxygens each with 2 lone pairs, and one carbon. What am I missing?

Mohamed Mido
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Joined: Wed Sep 30, 2020 9:33 pm

Re: Hydrogen Bonding

Postby Mohamed Mido » Sat Dec 12, 2020 5:52 pm

Any NOF atom that has lone pairs can H-bond. Alos all hydrogens bonded to NOF can H-Bond. It can be tricky because Hydrogen atoms that are bonded to Carbon can't H-bond, but NOF atoms bonded to Carbon can, so you'll have to remember that.

Isabelle Hales 1J
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Re: Hydrogen Bonding

Postby Isabelle Hales 1J » Sat Dec 12, 2020 7:48 pm

luludaly2B wrote:I had the same question. I keep counting 7 for both. Here is an image:
Screen Shot 2020-12-12 at 5.38.34 PM.png
For A, there are 5 nitrogens each with one lone pair, and 2 carbons that can accept an H.
For G, there are 2 nitrogens, 2 oxygens each with 2 lone pairs, and one carbon. What am I missing?


Hi! I think what you are missing is that carbon does not generally participate in hydrogen bonding because it does not have a particularly high electronegativity.
For A, you are correct with counting 5 for each lone pair on the nitrogens. I would also count the 3 hydrogen atoms that can bond to other molecules, which puts the total at 8. For B, you are correct in counting 2 for the nitrogen lone pairs, and 4 for the two oxygens. By counting the 2 hydrogen atoms as well, you will get to 8!

Gicelle Rubin 1E
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Joined: Fri Oct 02, 2020 12:16 am

Re: Hydrogen Bonding

Postby Gicelle Rubin 1E » Sun Dec 13, 2020 12:54 am

Mohamed Mido wrote:Any NOF atom that has lone pairs can H-bond. Alos all hydrogens bonded to NOF can H-Bond. It can be tricky because Hydrogen atoms that are bonded to Carbon can't H-bond, but NOF atoms bonded to Carbon can, so you'll have to remember that.


Thank you for this!

205323697
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Joined: Tue Feb 25, 2020 12:15 am

Re: Hydrogen Bonding

Postby 205323697 » Thu Dec 17, 2020 8:17 am

If a molecule is non-polar, would it still having these hydrogen bonding site if this is even possible?


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